Synthesis of N-aryl indole-2-carboxylates via an intramolecular palladium-catalysed annulation of didehydrophenylalanine derivatives

被引：74

作者：

Brown, JA ^{[1
]}

机构：

[1] Celltech Chirosci PLC, Slough SL1 4EN, Berks, England

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 10期

关键词：

amination; Horner-Wadsworth-Emmons; indole-2-carboxylate; palladium catalysis;

D O I：

10.1016/S0040-4039(99)02344-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitrogen substituted indole-2-carboxylates can be prepared via an intramolecular palladium-catalysed amination reaction of didehydrophenylalanine derivatives using PdCl2(dppf) and KOAc in DMF at 90 degrees C to form the indole nucleus. The specific formation of (Z)-isomers from Horner-Wadsworth-Emmons reaction of phosphonylglycinates and 2-iodobenzaldehydes was crucial to the success of the process, The product N-substituted indole-2-carboxylates were isolated in high yield. (C) 2000 Elsevier Science Ltd, Ail rights reserved.

引用

页码：1623 / 1626

页数：4

共 14 条

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